6-chloro-4,4',5,5'-bis(9,10-dihydroanthracene-9,10-diyl)-6'-methoxy-3,3'-bipyridazine | 1001640-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-4,4',5,5'-bis(9,10-dihydroanthracene-9,10-diyl)-6'-methoxy-3,3'-bipyridazine
• 英文别名: 3-Chloro-6-(6-methoxy-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaen-3-yl)-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaene
• CAS: 1001640-24-9
• 化学式: C₃₇H₂₃ClN₄O
• 分子量: 575.069
• InChiKey: BNIPKOLZXOUYPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  43
• 可旋转键数：
  2
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-4,4',5,5'-bis(9,10-dihydroanthracene-9,10-diyl)-6'-methoxy-3,3'-bipyridazine 在 trans-dichlorobis(triphenylphosphine)palladium(II) 三苯基膦 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以79%的产率得到3-Methoxy-6-[6-[6-(6-methoxy-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaen-3-yl)-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaen-3-yl]-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaen-3-yl]-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaene
  参考文献：
  名称：

  Iptycene-Derived Pyridazines and Phthalazines

  摘要：

  The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of well-defined oligomers up to sexipyridazine. Crystallographic, spectroscopic, and computational evidence indicate that in these analogues, hindrance at the ortho position is relaxed relative to poly(phenylenes). The resulting building blocks are promising for incorporation in conjugated electronics materials, and as new iptycene-derived ligands for transition metals.

  DOI：

  10.1021/jo702000d
• 作为产物：
  描述：

  1,1'-bi(4-chloro-9,10-dihydro-9,10-[1'',2'']benzeno-2,3-diazaanthracenyl) 、 sodium methylate 以 四氢呋喃 为溶剂， 反应 48.0h， 以0.32 g的产率得到6-chloro-4,4',5,5'-bis(9,10-dihydroanthracene-9,10-diyl)-6'-methoxy-3,3'-bipyridazine
  参考文献：
  名称：

  Iptycene-Derived Pyridazines and Phthalazines

  摘要：

  The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of well-defined oligomers up to sexipyridazine. Crystallographic, spectroscopic, and computational evidence indicate that in these analogues, hindrance at the ortho position is relaxed relative to poly(phenylenes). The resulting building blocks are promising for incorporation in conjugated electronics materials, and as new iptycene-derived ligands for transition metals.

  DOI：

  10.1021/jo702000d